(1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine

Base Information

Chemical Name:(1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine
CAS No.:434308-98-2
Molecular Formula:C₃₀H₄₃N₃O₄Si
Molecular Weight:537.775
Hs Code.:

Synonyms:(1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine

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Chemical Property of (1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine

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Technology Process of (1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine

There total 8 articles about (1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 434308-76-6
(1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-trityloxybutyl]pyrimidine

: 434308-98-2
(1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine

Guidance literature:: (1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-trityloxybutyl]pyrimidine; With formic acid; In diethyl ether; for 12h;

With potassium carbonate; In methanol; for 1h;
DOI:10.1021/jo0486387

Reference yield:

: 60186-89-2
4-bromo-2,6-dimethoxy-pyrimidine

: 434308-98-2
(1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / CeCl₃; n-BuLi / tetrahydrofuran; diethyl ether / 5.75 h / -78 - 24 °C

2.1: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 5 h / Heating

3.1: 84 percent / L-Selectride / tetrahydrofuran / 1.5 h / -78 °C

4.1: 87 percent / 2,6-lutidine / CH₂Cl₂ / 1.25 h

5.1: formic acid / diethyl ether / 12 h

5.2: 100 percent / K₂CO₃ / methanol / 1 h

With 2,6-dimethylpyridine; dmap; n-butyllithium; formic acid; cerium(III) chloride; L-Selectride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo0486387

Reference yield:

: 434308-68-6
(R)-2-dibenzylamino-4-hydroxybutyric acid lactone

: 434308-98-2
(1'S,2'R)-2,6-dimethoxy-4-[2'-dibenzylamino-1'-(tert-butyldimethylsilanyloxy)-4'-hydroxybutyl]pyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / CeCl₃; n-BuLi / tetrahydrofuran; diethyl ether / 5.75 h / -78 - 24 °C

2.1: 93 percent / Et₃N; DMAP / CH₂Cl₂ / 5 h / Heating

3.1: 84 percent / L-Selectride / tetrahydrofuran / 1.5 h / -78 °C

4.1: 87 percent / 2,6-lutidine / CH₂Cl₂ / 1.25 h

5.1: formic acid / diethyl ether / 12 h

5.2: 100 percent / K₂CO₃ / methanol / 1 h

With 2,6-dimethylpyridine; dmap; n-butyllithium; formic acid; cerium(III) chloride; L-Selectride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo0486387